Simpsons Top 100 Countdown

#94 The President Wore Pearls
Season 15, Episode 3 (no guide from the Simpsons Archive available; here is another poor summary from the official website)
In a musical spoof of Evita, Lisa wins the student body presidency after Martin is forced to resign in disgrace after a casino night fiasco. The faculty appeal to her womanly sense of vanity, and use her as a pawn while Skinner cuts gym, art, and music to save the school money. Lisa, realizing that she's been used, resigns the presidency, but not before calling a student strike, which finds much sympathy among random unions. Chalmers and Skinner get Lisa transfered to a magnet school, but Homer refuses to let her go there. The problem is eventually solved when the school scraps flu shots instead. This episode makes the top 100 entirely because it's a musical, which I always find amusing. Memorable moments include the musical numbers (I especially like the line "I'm so proud of my evil plan"), Willie making fun of Milhouse, Milhouse pathetic as ever, Nelson prepared for his inauguration, the random unions, the police, and the riot.